2-(2-iodophenylsulfanyl)-phenylamine | 2236-50-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(2-iodophenylsulfanyl)-phenylamine
• 英文别名: 2-[(2-iodophenyl)sulfanyl]aniline；2-((2-iodophenyl)thio)aniline；2'-Iod-2-amino-diphenylsulfid；2-Amino-2'-iod-diphenylsulfid；2-(2-Jod-phenylmercapto)-anilin；2-(2-Iodophenyl)sulfanylaniline
• CAS: 2236-50-2
• 化学式: C₁₂H₁₀INS
• 分子量: 327.189
• InChiKey: KVFKOEBWHGVFGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-iodophenylsulfanyl)-phenylamine 生成 bis(2-iodophenyl)sulfane
  参考文献：
  名称：

  Iodonium Salts Containing Heterocyclic Iodine^1-3

  摘要：

  DOI：

  10.1021/jo01015a046
• 作为产物：
  描述：

  (2-iodo-phenyl)-(2-nitro-phenyl)-sulfide 在 盐酸 、 铁粉 作用下， 生成 2-(2-iodophenylsulfanyl)-phenylamine
  参考文献：
  名称：

  Morisawa et al., Yakugaku Kenkyu, 1957, vol. 29, p. 161

  摘要：

  DOI：

文献信息

• Environmentally Friendly and Recyclable CuCl2-Mediated C–S Bond Coupling Strategy Using DMEDA as Ligand, Base, and Solvent
  作者：Guodong Shen、Xianqiang Huang、Qichao Lu、Zeyou Wang、Weiwei Sun、Yalin Zhang、Manman Sun、Zhiming Wang

  DOI：10.1055/a-1561-5508

  日期：2022.1

  Simple reaction conditions and recyclable reagents are crucial for environmentally friendly industrial applications. An environment-friendly, recyclable and economic strategy was developed to synthesize diaryl chalcogenides by the CuCl2-catalyzed C–S bond-formation reaction via iodobenzenes and benzenethiols/1,2-diphenyldisulfanes using N,N′-dimethylethane-1,2-diamine (DMEDA) as ligand, base, and solvent

  简单的反应条件和可回收的试剂对于环保的工业应用至关重要。使用N,N'-二甲基乙烷-1,2-二胺，通过碘苯和苯硫醇/1,2-二苯基二硫烷，通过CuCl2催化的C-S键形成反应，开发了一种环境友好、可回收和经济的策略来合成二芳基硫属化物(DMEDA) 作为配体、碱和溶剂。对于这些反应，尤其是二碘苯和氨基苯硫醇/二硫烷二基二苯胺的反应，一系列底物是相容的，并以良好到极好的产率得到相应的产物。催化系统中的两种试剂 (CuCl2/DMEDA) 都很便宜，可方便地分离，并可循环使用 5 次以上。
• Copper-Catalyzed Selective Single Arylsulfanylation of Aryl Diiodides with Aryl Thiols
  作者：Jie-Ping Wan、Yunyun Liu、Hang Wang、Xiaoji Cao、Zheng Fang

  DOI：10.1055/s-0033-1338525

  日期：——

  Selective single arylsulfanylation reactions of aryl diiodides with aryl or hetaryl thiols to give a broad array of iodine-functionalized sulfides were developed. Further elaboration of the iodine-containing products to provide a variety of aryl and hetaryl sulfides through coupling reactions was also demonstrated.
• Copper Oxide Nanoparticles Supported on Graphene Oxide- Catalyzed S-Arylation: An Efficient and Ligand-Free Synthesis of Aryl Sulfides
  作者：Ahmed Kamal、Vunnam Srinivasulu、J. N. S. R. C Murty、Nagula Shankaraiah、Narayana Nagesh、T. Srinivasa Reddy、A. V. Subba Rao

  DOI：10.1002/adsc.201300416

  日期：2013.8.12

  AbstractCopper oxide nanoparticles that are supported on graphene oxide as a catalytic system have been utilized for ligand‐free and solvent‐free CS cross‐coupling reactions with weak bases such as triethylamine. Symmetrical/unsymmetrical aryl sulfides have been synthesized by the coupling of different aryl halides with aromatic as well as aliphatic sulfides. Surprisingly, aryl chlorides also well reacted with different types of sulfides in the presence of dimethyl sulfoxide and cesium carbonate. Besides, this catalytic system is suitable for the synthesis of phenothiazines via cascade CS and CN cross‐coupling of ortho‐dihalides and ortho‐aminobenzothiazoles. In addition, this alternative approach is extremely useful for the synthesis of a variety of symmetrical diaryl sulfides by using thiourea as a sulfur source that is devoid of the foul smell of thiols. Indeed, the calculated E‐factor value of our present protocol is 2.52. Furthermore, this protocol is particularly attractive as an environmentally benign and practical method for the synthesis of different aryl sulfides. Moreover, the heterogeneous catalytic system described in this process represents not only a greener approach but retains its significant activity for up to six catalytic cycles.magnified image
• Nesmeyanov,A.N. et al., Doklady Chemistry, 1968, vol. 179, p. 265 - 268
  作者：Nesmeyanov,A.N. et al.

  DOI：——

  日期：——